EP0741800B1 - Wässrige lösungen oder dispersionen von copolymerisaten - Google Patents
Wässrige lösungen oder dispersionen von copolymerisaten Download PDFInfo
- Publication number
- EP0741800B1 EP0741800B1 EP95906950A EP95906950A EP0741800B1 EP 0741800 B1 EP0741800 B1 EP 0741800B1 EP 95906950 A EP95906950 A EP 95906950A EP 95906950 A EP95906950 A EP 95906950A EP 0741800 B1 EP0741800 B1 EP 0741800B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- monoethylenically unsaturated
- copolymers
- mixtures
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/04—Anhydrides, e.g. cyclic anhydrides
- C08F222/06—Maleic anhydride
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
- C14C9/02—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes using fatty or oily materials, e.g. fat liquoring
Definitions
- the present invention relates to new aqueous solutions or aqueous dispersions of copolymers. Furthermore, the Invention the use of these aqueous solutions or Dispersions for greasing and filling leather and fur skins.
- DE-A 39 26 167 (1) describes the use of copolymers obtained by radical copolymerization of C 8 to C 40 monoolefins with ethylenically unsaturated C 4 to C 8 dicarboxylic acid anhydrides in the manner of a bulk polymerization at 80 to 300 ° C to copolymers with molar masses of 500 to 20,000, subsequent solvolysis of the anhydride groups of the copolymers and at least partial neutralization of the carboxyl groups formed in the solvolysis are available in an aqueous medium with bases and which are in the form of aqueous solutions or dispersions, as a means of hydrophobizing Leather and fur skins known.
- From DE-A 39 26 168 (2) is the use of copolymers obtainable by free-radical polymerization of C 8 - 40 -alkyl vinyl ethers and up to C mol to 50% C 8 - to C 40 -alkyl vinyl ethers or mixtures of C 8 - To C 40 monoolefins with ethylenically unsaturated C 4 - to C 8 dicarboxylic acid anhydrides to give copolymers with molar masses of 500 to 20,000, subsequent solvolysis of the anhydride groups of the copolymers and at least partial neutralization of the carboxyl groups formed in the solvolysis are obtainable in an aqueous medium with bases and which are in the form of aqueous solutions or dispersions, known as agents for waterproofing leather and furskins.
- DE-A 39 31 039 (3) describes the use of copolymers which contain 50 to 90% by weight of C 8 -C 40 -alkyl (meth) acrylates and / or vinyl esters of C 8 -C 40 -carboxylic acids and 10 to 50% by weight of monoethylenically unsaturated C 3 to C 12 carboxylic acids, monoethylenically unsaturated C 4 to C 12 dicarboxylic acid anhydrides and / or derivatives thereof in copolymerized form and having molecular weights of 500 to 30,000, at least partially neutralized Form in aqueous solution or dispersions known as agents for waterproofing leather and fur.
- aqueous dispersions become more water-insoluble Amphiphilic copolymers as treatment aids described by tanned leather.
- These amphiphilic copolymers are made of a larger proportion of a hydrophobic Monomers, for example long-chain alkyl (meth) acrylates, primary Alkenes or vinyl esters of long-chain alkyl carboxylic acids, and a minor proportion of a hydrophilic monomer, for example (Meth) acrylic acid, maleic acid and their anhydrides.
- the agents serve to improve the water resistance of the Leather.
- the dispersions are used without additional emulsifiers Applied.
- DE-C 26 29 748 (5) discloses the use of copolymers saponified with alkali metal bases or amines of C 10 to C 30 olefins and maleic anhydride for filling and greasing leather and fur skins.
- the hydrolyzed copolymers can also be reacted with alkali bisulfite. Since the copolymers are prepared in organic solvents and these are not removed, the aqueous copolymer dispersions prepared therefrom contain considerable amounts of organic solvents, for example xylene or dodecylbenzene.
- WO-A-93 05 188 contains aqueous dispersions Treatment of leather described which, in addition to certain polymers, surface-active substances, such as Sulfoberusteinklamalsbester long-chain fatty alcohols, may contain.
- the object of the present invention was to apply leather greasing agents to provide with improved properties. It should be on there is no need to use organic solvents because they are undesirable from an ecological perspective. Especially the remedies should be a pure greasy and filling Have effect and the one to be observed as a rule with such agents The water repellent effect should be completely suppressed or at least be negligibly small, as it is leather greasing and leather waterproofing by two fundamentally different ones Directions of use of such post-treatment agents acts.
- copolymers used here from components A 1 and B 1 or A 2 and B 2 are known from documents (1) to (3). Therefore, more details about their exact composition, examples of monomer components and the way in which they are produced, as well as solvolysis, neutralization and amidation, are to be dispensed with here; this information can be found in the documents (1) to (3).
- Particularly suitable monomers A 1 are C 8 to C 30 monoolefins, in particular C 10 to C 24 olefins, and C 8 to C 30 alkyl vinyl ethers, in particular C 10 to C 24 alkyl vinyl ethers.
- Particularly suitable as monomers A 2 are C 8 to C 30 alkyl (meth) acrylates, in particular C 10 to C 24 alkyl (meth) acrylates, and vinyl esters of C 8 to C 30 carboxylic acids, in particular of C 10 to C 24 carboxylic acids.
- Acrylic acid, methacrylic acid, maleic acid and especially maleic anhydride are particularly suitable as monomers B 1 and B 2 .
- the molecular weights of the copolymers described are preferably 500 to 20,000, especially 1,000 to 12,000.
- mixtures of the emulsifiers of groups (a) to (k) are used one, in some cases it can lead to an increase in effectiveness come.
- Such mixtures are, for example, mixtures of Emulsifiers (a) and (c), (a) and (h) or (a) and (k) in a weight ratio from 5: 95 to 95: 5, in particular 20: 80 to 80:20.
- the emulsifiers can be mixed into the copolymers at various stages in the production process of the aqueous solutions or dispersions according to the invention.
- the emulsifiers can be added to a melt of the copolymers if they have been prepared by bulk polymerization, and then the solvolysis, neutralization and / or amidation can be carried out. It is also possible to mix the emulsifiers with an aqueous solution of the neutralizing agent, for example alkali metal hydroxide such as NaOH or KOH, and to add this solution to the copolymers.
- the neutralizing agent for example alkali metal hydroxide such as NaOH or KOH
- aqueous solutions or aqueous solutions according to the invention Dispersions are excellent for greasing and Filling leather and fur skins. There are no organic ones Solvent used and there is no noticeable hydrophobing effect to watch.
- the leather and fur skins are greased according to the usual methods and therefore methods known to the person skilled in the art and therefore needs not to be described here in more detail.
- aqueous copolymer solutions according to the invention or dispersions of greased leather have very good fastness properties as well as a good fixation of the aids in the leather and thus a low extractability, resulting in good wash resistance of the leather leads.
- the amount of emulsifier was 5.3% by weight in each case on the amount of aqueous dispersion.
- Difference softness softness with emulsifier - softness without emulsifier
- the leather obtained was soft and had a pleasant feel Handle.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dispersion Chemistry (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Colloid Chemistry (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4402029 | 1994-01-25 | ||
DE4402029A DE4402029A1 (de) | 1994-01-25 | 1994-01-25 | Wäßrige Lösungen oder Dispersionen von Copolymerisaten |
PCT/EP1995/000144 WO1995020056A1 (de) | 1994-01-25 | 1995-01-16 | Wässrige lösungen oder dispersionen von copolymerisaten |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0741800A1 EP0741800A1 (de) | 1996-11-13 |
EP0741800B1 true EP0741800B1 (de) | 1998-11-18 |
Family
ID=6508596
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP95906950A Expired - Lifetime EP0741800B1 (de) | 1994-01-25 | 1995-01-16 | Wässrige lösungen oder dispersionen von copolymerisaten |
Country Status (12)
Country | Link |
---|---|
US (1) | US5914442A (ko) |
EP (1) | EP0741800B1 (ko) |
JP (1) | JPH09507691A (ko) |
KR (1) | KR100322951B1 (ko) |
CN (1) | CN1141653A (ko) |
AT (1) | ATE173511T1 (ko) |
AU (1) | AU684336B2 (ko) |
BR (1) | BR9506578A (ko) |
CA (1) | CA2181740A1 (ko) |
DE (2) | DE4402029A1 (ko) |
ES (1) | ES2123954T3 (ko) |
WO (1) | WO1995020056A1 (ko) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19612986A1 (de) | 1996-04-01 | 1997-10-02 | Basf Ag | Verwendung von Copolymerisaten auf Basis ethylenisch ungesättigter Dicarbonsäuren oder Dicarbonsäureanhydride, niederer Olefine und hydrophober Comonomerer zum Nachgerben, Fetten oder Hydrophobieren von Leder und Pelzfellen |
DE19636494C2 (de) * | 1996-09-09 | 2000-11-16 | Stockhausen Chem Fab Gmbh | Restmonomerarme, aminfreie Polymerisate, Verfahren zu ihrer Herstellung und ihre Verwendung bei der Herstellung foggingarmer Leder |
US6465556B1 (en) * | 1997-07-01 | 2002-10-15 | Rhodia Inc. | Latex made with crosslinkable surface active agent |
DE10003297C2 (de) * | 2000-01-27 | 2003-08-21 | Clariant Gmbh | Sprengstoffe, enthaltend modifizierte Copolymere aus Polyisobutylen, Vinylestern und Maleinsäureanhydrid als Emulgatoren |
DE10143949A1 (de) * | 2001-09-07 | 2003-03-27 | Basf Ag | Emulgatorzusammensetzung und fogging-arme, hochauszehrende Fettungsmittel, ihre Herstellung und Verwendung |
DE10242401A1 (de) * | 2002-09-12 | 2004-03-25 | Basf Ag | Fettungsmittel auf der Basis von Mischungen modifizierter, nativer Öle mit alkoxylierten Alkanolen, ihre Verwendung bei der Herstellung und/oder Behandlung von Leder und Häuten, sowie Verfahren zur Herstellung und/oder Behandlung von Leder und Häuten mit diesen Fettungsmitteln |
EP1597402B1 (de) * | 2003-02-17 | 2019-06-26 | Stahl International B.V. | Verfahren zur hydrophobierung von leder und pelzfellen |
DE10331450A1 (de) * | 2003-07-10 | 2005-01-27 | Basf Ag | (Meth)acrylsäureester monoalkoxilierter Polyole und deren Herstellung |
DE102005010694A1 (de) * | 2005-03-09 | 2006-09-14 | Bayer Materialscience Ag | Wässrige Copolymerisatdispersionen mit Reaktivverdünner |
DE102005029627A1 (de) * | 2005-06-23 | 2007-01-04 | Basf Ag | Verfahren zur Herstellung von Leder |
WO2009080489A1 (en) * | 2007-12-19 | 2009-07-02 | Clariant International Ltd | Retanning and fatliquoring agent for leather |
ES2569913T3 (es) | 2008-07-07 | 2016-05-13 | Basf Se | Composición de enzima que comprende partículas poliméricas que contienen enzima |
US20110240309A1 (en) | 2009-10-30 | 2011-10-06 | Arend Jouke Kingma | Composition suitable for production of foam extinguishants |
US10864275B2 (en) | 2012-05-30 | 2020-12-15 | Clariant International Ltd. | N-methyl-N-acylglucamine-containing composition |
IN2014DN09927A (ko) | 2012-05-30 | 2015-08-14 | Clariant Int Ltd | |
DE102012021647A1 (de) | 2012-11-03 | 2014-05-08 | Clariant International Ltd. | Wässrige Adjuvant-Zusammensetzungen |
DE102014005771A1 (de) | 2014-04-23 | 2015-10-29 | Clariant International Ltd. | Verwendung von wässrigen driftreduzierenden Zusammensetzungen |
US9401104B2 (en) | 2014-05-05 | 2016-07-26 | Cabot Microelectronics Corporation | Polishing composition for edge roll-off improvement |
DE202015008050U1 (de) * | 2015-07-14 | 2015-12-08 | Clariant International Ltd. | N,N-Dialkylglucamine zur Stabilisierung von Polymerdispersionen |
DE202015008045U1 (de) | 2015-10-09 | 2015-12-09 | Clariant International Ltd. | Universelle Pigmentdispersionen auf Basis von N-Alkylglukaminen |
DE102015219651A1 (de) | 2015-10-09 | 2017-04-13 | Clariant International Ltd. | Zusammensetzungen enthaltend Zuckeramin und Fettsäure |
DE202016003070U1 (de) | 2016-05-09 | 2016-06-07 | Clariant International Ltd. | Stabilisatoren für Silikatfarben |
EP4095217B1 (de) * | 2016-05-24 | 2024-05-08 | Basf Se | Copolymerisat und seine verwendung zur verminderung der kristallisation von paraffinkristallen in kraftstoffen |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE372746C (de) * | 1923-04-03 | Georg Ernesti | Antrieb des Stoessels von Stoesselhobelmaschinen | |
DE3304120A1 (de) * | 1983-02-08 | 1984-08-09 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur herstellung wasserdichter leder und pelze |
DE3926167A1 (de) * | 1989-08-08 | 1991-02-14 | Basf Ag | Verwendung von copolymerisaten auf basis von langkettigen olefinen und ethylenisch ungesaettigten dicarbonsaeureanhydriden zum hydrophobieren von leder und pelzfellen |
US5279613A (en) * | 1989-08-08 | 1994-01-18 | Basf Aktiengesellschaft | Copolymers based on long-chain olefins and ethylenically unsaturated dicarboxylic anhydrides for rendering leathers and skins water-repellent |
DE3931039A1 (de) * | 1989-09-16 | 1991-03-28 | Basf Ag | Verwendung von copolymerisaten auf basis von langkettigen ungesaettigten estern und ethylenisch ungesaettigten carbonsaeuren zum hydrophobieren von leder und pelzfellen |
US5348807A (en) * | 1991-02-05 | 1994-09-20 | Rohm And Haas Company | Polymeric retan fatliquor for low fogging upholstery leather |
DE4129244A1 (de) * | 1991-09-03 | 1993-03-04 | Henkel Kgaa | Waessrige dispersionen von neuen amphiphilen co-oligomeren fuer die wasch- und reinigungsbestaendige fettende ausruestung von leder und pelzfellen sowie ihre verwendung |
DE4205839A1 (de) * | 1992-02-26 | 1993-09-02 | Basf Ag | Verwendung von umsetzungsprodukten von homo- oder copolymerisaten auf basis monoethylenisch ungesaettigter dicarbonsaeureanhydride mit aminen oder alkoholen zum fetten und fuellen von leder oder pelzfellen |
DE4224456A1 (de) * | 1992-07-24 | 1994-01-27 | Basf Ag | Verwendung von Pfropfpolymeren zum Fetten und Füllen von Leder und Pelzfellen |
-
1994
- 1994-01-25 DE DE4402029A patent/DE4402029A1/de not_active Withdrawn
-
1995
- 1995-01-16 DE DE59504263T patent/DE59504263D1/de not_active Expired - Lifetime
- 1995-01-16 US US08/676,233 patent/US5914442A/en not_active Expired - Fee Related
- 1995-01-16 JP JP7519330A patent/JPH09507691A/ja active Pending
- 1995-01-16 AU AU15342/95A patent/AU684336B2/en not_active Expired - Fee Related
- 1995-01-16 CN CN95191780A patent/CN1141653A/zh active Pending
- 1995-01-16 AT AT95906950T patent/ATE173511T1/de not_active IP Right Cessation
- 1995-01-16 CA CA002181740A patent/CA2181740A1/en not_active Abandoned
- 1995-01-16 BR BR9506578A patent/BR9506578A/pt not_active IP Right Cessation
- 1995-01-16 EP EP95906950A patent/EP0741800B1/de not_active Expired - Lifetime
- 1995-01-16 WO PCT/EP1995/000144 patent/WO1995020056A1/de active IP Right Grant
- 1995-01-16 KR KR1019960704024A patent/KR100322951B1/ko not_active IP Right Cessation
- 1995-01-16 ES ES95906950T patent/ES2123954T3/es not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
ATE173511T1 (de) | 1998-12-15 |
US5914442A (en) | 1999-06-22 |
KR100322951B1 (ko) | 2002-06-26 |
JPH09507691A (ja) | 1997-08-05 |
KR970700778A (ko) | 1997-02-12 |
AU1534295A (en) | 1995-08-08 |
DE59504263D1 (de) | 1998-12-24 |
BR9506578A (pt) | 1997-11-18 |
CN1141653A (zh) | 1997-01-29 |
DE4402029A1 (de) | 1995-07-27 |
MX9602940A (es) | 1997-12-31 |
WO1995020056A1 (de) | 1995-07-27 |
AU684336B2 (en) | 1997-12-11 |
ES2123954T3 (es) | 1999-01-16 |
CA2181740A1 (en) | 1995-07-27 |
EP0741800A1 (de) | 1996-11-13 |
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